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一种用于合成β-酰基色胺的可持续方案，β-酰基色胺是一类潜在的源自肠道微生物群的内源性大麻素样介质。

A sustainable protocol for the synthesis of -acyl tryptamines, a class of potential gut microbiota-derived endocannabinoid-like mediators.

作者信息

Villano Rosaria, Di Marzo Vincenzo

机构信息

Istituto di Chimica Biomolecolare, Consiglio Nazionale delle Ricerche, Pozzuoli, Italy.

Canada Excellence Research Chair on the Microbiome-Endocannabinoidome Axis in Metabolic Health, Faculty of Medicine and Faculty of Agricultural and Food Sciences, Centre de Recherche de l'Institut de Cardiologie et Pneumologie de l'Université et Institut sur la Nutrition et les Aliments Fonctionnels, Centre NUTRISS, Université Laval, Quebec, Canada.

出版信息

Front Chem. 2024 Oct 10;12:1436008. doi: 10.3389/fchem.2024.1436008. eCollection 2024.

DOI:10.3389/fchem.2024.1436008
PMID:39449691
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11500036/
Abstract

A simple and sustainable propylphosphonic anhydride (T3P)-assisted methodology for the synthesis of -acyl tryptamines, an interesting class of gut microbiota-derived endocannabinoid-like lipid mediators, was proposed. This protocol is characterized by great operational simplicity, and all products were obtained at room temperature, without the use of an inert atmosphere and by using limited amounts of non-halogenated solvents. Finally, the possibility to realize the reaction under mechanochemical conditions was explored with interesting results.

摘要

提出了一种简单且可持续的丙基膦酸酐（T3P）辅助方法来合成α-酰基色胺，这是一类有趣的源自肠道微生物群的内源性大麻素样脂质介质。该方案的特点是操作极其简单，所有产物均在室温下获得，无需使用惰性气氛，且使用的非卤代溶剂用量有限。最后，探索了在机械化学条件下实现该反应的可能性，结果令人感兴趣。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/fe721c681fbd/FCHEM_fchem-2024-1436008_wc_sch6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/fe20855131fc/FCHEM_fchem-2024-1436008_wc_sch1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/42a40f294399/FCHEM_fchem-2024-1436008_wc_sch2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/d06d74b53859/FCHEM_fchem-2024-1436008_wc_sch3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/18a2f8880c30/FCHEM_fchem-2024-1436008_wc_sch4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/18f7aa62e436/FCHEM_fchem-2024-1436008_wc_sch5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/fe721c681fbd/FCHEM_fchem-2024-1436008_wc_sch6.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/fe20855131fc/FCHEM_fchem-2024-1436008_wc_sch1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/42a40f294399/FCHEM_fchem-2024-1436008_wc_sch2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/d06d74b53859/FCHEM_fchem-2024-1436008_wc_sch3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/18a2f8880c30/FCHEM_fchem-2024-1436008_wc_sch4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/18f7aa62e436/FCHEM_fchem-2024-1436008_wc_sch5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e73e/11500036/fe721c681fbd/FCHEM_fchem-2024-1436008_wc_sch6.jpg

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Toxicol Lett. 2023 Sep 15;387:63-75. doi: 10.1016/j.toxlet.2023.09.012. Epub 2023 Sep 29.
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Green metrics in mechanochemistry.
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